Cyclopropylamine → HCID 78322289、化合物
反応式
[CH:1]1([N:6]2[C:10]3=[N:11][CH:12]=[CH:13][CH:14]=[C:9]3[N:8]=[C:7]2[C:15]([O:17]CC)=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:20]1([NH2:23])[CH2:22][CH2:21]1>C(O)C>[CH:1]1([N:6]2[C:10]3=[N:11][CH:12]=[CH:13][CH:14]=[C:9]3[N:8]=[C:7]2[C:15]([NH:23][CH:20]2[CH2:22][CH2:21]2)=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5]1参加物
4
実験手順
To a solution of ethyl 3-cyclopentyl-3H-imidazo[4,5-b]pyridine-2-carboxylate (C7) (0.12 g, 0.46 mmol) in ethanol (10 mL) was added cyclopropylamine (0.55 g, 9.6 mmol), and the reaction mixture was stirred at room temperature for 18 hours. After concentration in vacuo, purification was effected via preparative thin layer chromatography on silica gel (Eluent: 5:1 petroleum ether/ethyl acetate) to afford the product as a yellow solid. Yield: 36 mg, 0.13 mmol, 28%. LCMS m/z 270.9 [M+H]+. 1H NMR (400 MHz, CDCl3) δ 8.47 (dd, J=4.6, 1.5 Hz, 1H), 8.02 (br d, J=8 Hz, 1H), 7.85 (br s, 1H), 7.27 (dd, J=8.2, 4.6 Hz, 1H, assumed; partially obscured by solvent peak), 6.16-6.27 (m, 1H), 2.89-2.97 (m, 1H), 2.51-2.64 (m, 2H), 2.06-2.19 (m, 4H), 1.69-1.81 (m, 2H), 0.87-0.95 (m, 2H), 0.69-0.76 (m, 2H).